Toluene → 3-Cyano-4-methoxy-5-trifluoromethylbenzoylchloride
Reaction equation
[C:1]([C:3]1[CH:4]=[C:5]([CH:9]=[C:10]([C:14]([F:17])([F:16])[F:15])[C:11]=1[O:12][CH3:13])[C:6](O)=[O:7])#[N:2].C1(C)C=CC=CC=1.S(Cl)([Cl:27])=O>CN(C)C=O>[C:1]([C:3]1[CH:4]=[C:5]([CH:9]=[C:10]([C:14]([F:17])([F:16])[F:15])[C:11]=1[O:12][CH3:13])[C:6]([Cl:27])=[O:7])#[N:2]Participants
5
Reactant 3
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 60 °C
Procedure
To 3-cyano-4-methoxy-5-trifluoromethylbenzoic acid (8.10 g), toluene (160 mL), N,N-dimethylformamide (5 droplets) and thionyl chloride (4.80 mL) were added, and the mixture was stirred at 60° C. for 16 hours. The solvent was distilled off under reduced pressure and the obtained residue was azeotroped with toluene and then used for the synthesis of (i).
Workup
- distillationThe solvent was distilled off under reduced pressure
- customthe obtained residue was azeotroped with toluene
- customused for the synthesis of (i)
Sources & evidence
- ORD record
- ord-3c832a6b2619441497dcd29d1ae1ff0d
- Source dataset
- uspto-grants-2013_02
- Patent number
- US08367843B2
Reaction notes
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